Q: How can I save on a hotel booking in Old Town Chicago with Expedia?

One Key™ —Expedia’s free travel rewards program—gives you instant access to discounts with Member Prices on Old Town Chicago hotels. Plus, you’ll earn OneKeyCash™* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings.*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

Question 1

What are the best hotels in Old Town Chicago that travellers recommend?

Accepted Answer

For an exceptional stay in Old Town Chicago, travellers highly recommend the Waldorf Astoria Chicago, the Park Hyatt Chicago, The Langham, Chicago, The Talbott, Autograph Collection, and the Trump International Hotel & Tower Chicago.

The 5-star Waldorf Astoria Chicago, with an impressive 9.4 rating, offers a truly luxurious experience. Guests frequently praise the absolutely amazing and attentive staff, excellent and beautiful rooms, and outstanding service. You will find amenities such as fireplaces, Egyptian cotton sheets, and 24-hour room service. It is conveniently located near Topgolf Swing Suite and the 900 North Michigan Shops, both just 0.3 km away.

Another superb option is the 5-star Park Hyatt Chicago, boasting an outstanding 9.6 rating. Guests consistently highlight the exceptional and helpful staff, beautiful and amazing rooms, and convenient location. The hotel also features an art gallery on-site, deep soaking bathtubs, and premium bedding. It is a short 0.3 km from Topgolf Swing Suite and 900 North Michigan Shops.

The Langham, Chicago is a 5-star establishment with an exceptional 9.8 rating. Travellers often comment on the spacious and great rooms, attentive and amazing staff, and great location. Amenities include champagne service, an art gallery on-site, and designer toiletries. It offers wonderful river and lake views and is located 1.2 km from the Art Institute of Chicago and 0.8 km from Crown Fountain.

The 4.5-star The Talbott, Autograph Collection, rated 9.2, is also a fantastic choice. Guests consistently mention the friendly and attentive staff, excellent location, and clean and lovely rooms. This hotel provides Frette Italian sheets, deep soaking bathtubs, and is situated in a prominent shopping district. It is just 0.2 km from 900 North Michigan Shops and 0.3 km from Topgolf Swing Suite.

Lastly, the 5-star Trump International Hotel & Tower Chicago, with a 9.4 rating, is highly recommended. Travellers appreciate the friendly and amazing staff, beautiful and clean rooms, and convenient location. The hotel provides river and lake views, deep soaking bathtubs, and 24-hour room service. It is located 1.2 km from the Art Institute of Chicago and 0.9 km from Crown Fountain.

Question 2

What are the best 5-star hotels in Old Town Chicago?

Accepted Answer

For exceptional 5-star accommodation in Old Town Chicago, consider the Waldorf Astoria Chicago, the Park Hyatt Chicago, The Langham, Chicago, Trump International Hotel & Tower Chicago, or the Four Seasons Hotel Chicago.

The 5-star Waldorf Astoria Chicago, with a 9.4 rating, offers a luxurious stay with amenities such as fireplaces, Egyptian cotton sheets, and deep soaking bathtubs. Guests frequently highlight the absolutely amazing and attentive staff, excellent and beautiful rooms, and wonderful spa. Its proximity to 900 North Michigan Shops and the Topgolf Swing Suite, both 0.3 km away, is very convenient.

Another excellent choice is the 5-star Park Hyatt Chicago, boasting an impressive 9.6 rating. This hotel features designer toiletries, deep soaking bathtubs, and rainfall showerheads. Reviewers often praise the exceptional and helpful staff, beautiful and amazing rooms, and convenient and great location. It's also just 0.3 km from 900 North Michigan Shops and the Topgolf Swing Suite.

The Langham, Chicago, a 5-star hotel rated 9.8, stands out for its spacious rooms and attentive staff. Amenities include Champagne service, an on-site art gallery, and executive club lounge access. Its superb and great location is frequently mentioned by guests, and it is 0.8 km from Crown Fountain and 1.2 km from the Art Institute of Chicago.

The 5-star Trump International Hotel & Tower Chicago, with a 9.4 rating, offers stunning river and lake views, premium bedding, and deep soaking bathtubs. Guests appreciate the friendly and amazing staff, beautiful and clean rooms, and convenient and great location. The Skydeck Ledge and Art Institute of Chicago are both 1.3 km away.

Finally, the 5-star Four Seasons Hotel Chicago, rated 9.4, provides a comfortable experience with air conditioning, designer toiletries, and 24-hour room service. It is praised for its excellent breakfast and great service. The hotel is particularly well-located, being just 0.1 km from 900 North Michigan Shops and the Topgolf Swing Suite.

Question 3

What are the best spa hotels in Old Town Chicago?

Accepted Answer

For exceptional spa hotels in Old Town Chicago, consider The Langham, Chicago, Waldorf Astoria Chicago, and Four Seasons Hotel Chicago.

The 5-star Langham, Chicago, with an outstanding 9.8 rating, offers an extensive spa experience including manicures and pedicures, massages, couples treatment rooms, body scrubs, hydrotherapy treatments, detoxification wraps, and aromatherapy. Guests frequently praise the spacious rooms, attentive staff, and superb location, with the Skydeck Ledge and Shops at North Bridge both within 1.3 km.

Another excellent choice is the 5-star Waldorf Astoria Chicago, rated 9.4. Its onsite spa provides deep tissue massages, manicures and pedicures, body wraps, and access to a hot tub and sauna. The hotel is conveniently located just 0.3 km from both Topgolf Swing Suite and 900 North Michigan Shops. Guests consistently highlight the absolutely amazing staff and excellent rooms.

The 5-star Four Seasons Hotel Chicago, also with a 9.4 rating, features a full-service spa with deep tissue massages, body scrubs, detoxification wraps, and couples treatment rooms. It also offers a sauna and steam room. This hotel is very close to Topgolf Swing Suite and 900 North Michigan Shops, both just 0.1 km away. Guests often comment on the great location and super helpful staff.

Question 4

What hotels in Old Town Chicago offer free breakfast?

Accepted Answer

Several hotels in Old Town Chicago offer complimentary breakfast, ensuring a great start to your day. Consider The Sono Chicago, The Langham, Chicago, Residence Inn Chicago Downtown Magnificent Mile, Hotel Riu Plaza Chicago, and Hyatt Place Chicago/Wicker Park.

The Sono Chicago, a 3.5-star hotel with a superb 10.0 rating, provides free continental breakfast and free self-parking. Guests consistently praise its central location and delicious breakfast, as well as its fantastic and clean rooms. It is conveniently located near State Street and ArchiTech Gallery.

For a luxurious experience, The Langham, Chicago, a 5-star hotel with an impressive 9.8 rating, offers a complimentary buffet breakfast within its Club Level Lounge. Guests frequently praise the spacious rooms, attentive staff, and superb location, with State Street and the Crown Fountain just a short distance away.

The 4-star Residence Inn Chicago Downtown Magnificent Mile, rated 9.6, includes free continental breakfast and free WiFi. Travellers appreciate its excellent location, friendly staff, and the good quality of its free breakfast. It is also well-situated near ArchiTech Gallery and State Street.

Hotel Riu Plaza Chicago, a 4-star hotel with a 9.4 rating, also provides free buffet breakfast. Guests often highlight the friendly and helpful staff, the superb location, and the spacious, clean rooms. It's located close to State Street and the Chicago Architecture Foundation.

Finally, the 3-star Hyatt Place Chicago/Wicker Park, rated 9.4, offers free buffet breakfast and free WiFi. Guests appreciate the spacious and clean rooms, the friendly staff, and the great breakfast. It is located conveniently near the Flat Iron Building and the Polish Museum of America.

Question 5

What are the top pet-friendly hotels in Old Town Chicago?

Accepted Answer

For top pet-friendly hotels in Old Town Chicago, consider The Talbott, Autograph Collection, Sofitel Chicago Magnificent Mile, Waldorf Astoria Chicago, The Whitehall Hotel, BW Premier Collection, and The Peninsula Chicago.

The 4.5-star The Talbott, Autograph Collection, with a 9.2 rating, welcomes both dogs and cats, and pets stay free. They also provide food and water bowls. Guests frequently mention the friendly and attentive staff, excellent location, and clean, lovely rooms. It is conveniently located near 900 North Michigan Shops, just 0.2 km away.

The 4.5-star Sofitel Chicago Magnificent Mile, rated 9.4, permits pets, specifically dogs, and offers food and water bowls. Travellers consistently praise the friendly and helpful staff, excellent location, and clean, great rooms, particularly noting the amazingly comfortable beds. It is just 0.3 km from 900 North Michigan Shops.

The 5-star Waldorf Astoria Chicago, with a 9.4 rating, also permits dogs and provides food and water bowls. Guests highlight the absolutely amazing and attentive staff, excellent and beautiful rooms, and exceptional service. This hotel is 0.3 km from 900 North Michigan Shops.

The 3.5-star The Whitehall Hotel, BW Premier Collection, rated 8.2, permits dogs. Visitors often comment on the friendly and great staff, comfortable and clean rooms, and the comfortable beds. It is very close to 900 North Michigan Shops, only 0.1 km away.

Finally, The 5-star Peninsula Chicago, boasting an impressive 9.8 rating, permits both dogs and cats and provides food and water bowls. Guests consistently rate the staff as friendly and attentive, the rooms as clean and absolutely beautiful, and the service as excellent. It is 0.4 km from 900 North Michigan Shops.

Question 6

What are the top boutique hotels in Old Town Chicago?

Accepted Answer

For top boutique hotels in Old Town Chicago, consider the Waldorf Astoria Chicago, the Park Hyatt Chicago, or the Sofitel Chicago Magnificent Mile.

The 5-star Waldorf Astoria Chicago, with an impressive 9.4 rating, offers a luxurious experience with amenities such as 24-hour room service, deep soaking bathtubs, and premium bedding. Guests frequently praise the absolutely amazing and attentive staff and the excellent service. It is also conveniently located near attractions like the 900 North Michigan Shops and 360 CHICAGO.

Another excellent choice is the 5-star Park Hyatt Chicago, boasting a remarkable 9.6 rating. This hotel features a sophisticated Art Deco property design, designer toiletries, and rainfall showerheads. Travellers consistently highlight the exceptional and helpful staff, the beautiful rooms, and the convenient location. You will find it close to Topgolf Swing Suite and the Shops at North Bridge.

The 4.5-star Sofitel Chicago Magnificent Mile, rated 9.4, is also a highly recommended option. It offers elegant Art Deco property design, comfortable premium bedding, and convenient valet parking. Guests often praise the friendly and helpful staff, the excellent location, and the amazingly comfortable beds. The hotel is situated near 900 North Michigan Shops and 360 CHICAGO.

Question 7

What are the best budget hotels in Old Town Chicago?

Accepted Answer

For excellent budget hotels in Old Town Chicago, consider the Fairfield Inn & Suites Chicago Downtown/River North or the Hampton Inn & Suites Chicago Downtown.

The 3-star Fairfield Inn & Suites Chicago Downtown/River North, with an outstanding 9.2 rating, is highly praised by guests for its friendly and helpful staff, as well as its comfortable and clean rooms. It offers complimentary WiFi and a free buffet breakfast, making it a convenient choice. The hotel is well-located, with State Street just 1.0 km away and the Art Institute of Chicago within 1.5 km.

Another superb option is the 3-star Hampton Inn & Suites Chicago Downtown, also boasting a 9.2 rating. Guests frequently praise the spacious and clean rooms, the great location, and the excellent, free breakfast. This hotel also provides complimentary WiFi and free toiletries. It's conveniently situated near State Street (1.0 km) and the Crown Fountain (1.1 km).

The Homewood Suites by Hilton Chicago-Downtown, a 3-star property with an 8.8 rating, is another great choice. Guests appreciate the nice and clean rooms, friendly staff, and the good location. It offers free WiFi and a complimentary buffet breakfast. Nearby attractions include State Street (1.1 km) and the Art Institute of Chicago (1.5 km).

The Home2 Suites by Hilton Chicago River North, rated 8.4, is a 3-star hotel offering free WiFi and a complimentary buffet breakfast. Guests often mention the nice and clean rooms, along with the friendly and helpful staff. It is located close to ArchiTech Gallery (0.3 km) and State Street (1.5 km).

Finally, the 3-star Homewood Suites by Hilton Chicago Downtown/Magnificent Mile, with an 8.2 rating, provides spacious and clean rooms, a fantastic location, and friendly staff. Guests particularly enjoy the convenient and good complimentary breakfast. This hotel also offers free WiFi and is located 1.5 km from State Street and 1.0 km from ArchiTech Gallery.

Question 8

What are the most romantic hotels in Old Town Chicago for couples?

Accepted Answer

For couples seeking a romantic escape in Old Town Chicago, The Peninsula Chicago and The Langham, Chicago are exceptional choices.

The 5-star Peninsula Chicago, with an outstanding 9.8 rating, offers a luxurious experience with a full-service spa. Couples can indulge in a range of treatments, including hot stone massages, deep tissue massages, and aromatherapy, with dedicated couples' treatment rooms available. It is conveniently located near 900 North Michigan Shops and 360 CHICAGO.

Similarly, The 5-star Langham, Chicago, also rated 9.8, provides a sophisticated setting for romance. This hotel features a full-service spa with a sauna, steam room, and hot tub, offering treatments like couples massages and body scrubs. Many rooms boast breathtaking lake or river views. For dining, the hotel provides special couples' dining experiences. It is situated close to the Shops at North Bridge and Pritzker Pavilion.

Another excellent option is the 5-star Park Hyatt Chicago, rated 9.6. This hotel offers couples dining and rooms with deep soaking bathtubs and rainfall showerheads, superb for a relaxing stay. Some rooms feature private indoor hot tubs or balconies with lake views, adding to the romantic ambiance. It is very close to 900 North Michigan Shops and 360 CHICAGO.

Question 9

When is the best time to go to Old Town Chicago?

Accepted Answer

The best time to visit Old Town Chicago is during the late spring (May to early June) and early autumn (September to October) when the weather is pleasant and the area is particularly enjoyable.

In late spring, the temperatures are mild, typically ranging from 15°C to 25°C, making it ideal for exploring the historic streets on foot. The trees are in full bloom, and outdoor dining at the many cafes and restaurants along Wells Street becomes a popular activity. This period is great for those who enjoy strolls and discovering local boutiques without the intense heat or larger crowds of summer.

Early autumn also offers comfortable weather, with temperatures usually between 10°C and 20°C. The changing leaves add a lovely backdrop to the Victorian architecture, especially around institutions like The Old Town School of Folk Music. This season is particularly appealing to couples looking for a relaxed yet engaging trip, as they can enjoy the local comedy clubs and historic pubs in a comfortable setting.

Question 10

Can I cancel my hotel reservation on Expedia?

Accepted Answer

Many Expedia hotel reservations are refundable, provided that you cancel before the hotel’s cancellation deadline − this is often within 24 to 48 hours of your scheduled arrival. If you have a non-refundable booking, it might still be possible to receive a refund if you cancel it within 24 hours of booking. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use our ‘Fully refundable property’ filter during your search to find the right Old Town Chicago hotel for you.

Question 11

How can I save on a hotel booking in Old Town Chicago with Expedia?

Accepted Answer

One Key™—Expedia’s free travel rewards program—gives you instant access to discounts with Member Prices on Old Town Chicago hotels. Plus, you’ll earn OneKeyCash™* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings.*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

Question 12

How much is the nightly rate for a hotel in Old Town Chicago?

Accepted Answer

Hotel prices in Old Town Chicago often vary, but you can find a great deal  on Expedia. Different factors affect nightly hotel rates, such as the time of year or the days of the week you want to book. To find the best deals for your stay, be flexible with your dates and sort search results by ‘Price: low to high’ for our cheapest rates.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	25.7°F (-3.5°C)	Light Rain	Mostly Cloudy	Average	Slightly Low
February	27.0°F (-2.8°C)	Light Rain	Mostly Cloudy	Average	Slightly Low
March	37.0°F (2.8°C)	Light Rain	Mostly Cloudy	Average	Average
April	46.0°F (7.8°C)	Light Rain	Mostly Sunny	Slightly High	Average
May	57.0°F (13.9°C)	Light Rain	Mostly Sunny	Average	Average
June	67.3°F (19.6°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
July	73.4°F (23.0°C)	Light Rain	Mostly Sunny	Slightly High	Average
August	73.0°F (22.8°C)	Light Rain	Mostly Sunny	Average	Average
September	67.1°F (19.5°C)	Light Rain	Mostly Sunny	Average	Slightly High
October	54.9°F (12.7°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly High
November	42.3°F (5.7°C)	Light Rain	Mostly Sunny	Slightly Low	Average
December	33.1°F (0.6°C)	Light Rain	Mostly Cloudy	Slightly Low	Slightly Low

Old Town Chicago Hotels, Chicago

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Our top choices for Old Town Chicago hotels

1. The Sono Chicago

2. Hotel Lincoln

3. The Chicago Hotel Collection Ambassador Gold Coast

4. Claridge House Chicago, Tapestry Collection by Hilton

5. Hilton Chicago/Magnificent Mile Suites

6. The Whitehall Hotel, BW Premier Collection

7. The Chicago Hotel Collection River North

8. Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

9. Homewood Suites by Hilton Chicago West Loop Fulton Mkt Area

10. Hyatt Place Chicago/River North

11. Hotel Felix River North/Magnificent Mile

12. Embassy Suites by Hilton Chicago Downtown River North

13. DoubleTree by Hilton Chicago - Magnificent Mile

14. Thompson Chicago, by Hyatt

15. The Drake

16. Sable at Navy Pier Chicago, Curio Collection by Hilton

17. Millennium Hotel Knickerbocker Chicago

18. Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

19. Holiday Inn Express Chicago - Magnificent Mile by IHG

20. Best Western River North Hotel

Our guide on where to stay in Old Town Chicago

Downtown Chicago

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River North

Theatre District

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